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It gets really really annoying. Some songs that I've manually added from my mac won't play on my phone, and some songs I try to play are actually other tracks, despite being added from apple's servers directly. I would love it if it worked - I was excited about the prospect of switching from Spotify because I could upload my own songs (i.e. The Beatles library). But I think I have to switch back because Spotify, despite its limitations, at least consistently works.